Casey's coaching experience went back to his first coaching job at the age of 13 when Morganfield Baseball Commissioner Earl McKendree allowed the young Casey to coach a Little League team with kids just three years younger than him. He began his college coaching career in 1979 due to a suggestion made by his coach Joe B. Hall. Casey spent a season with Hall as an assistant coach at Kentucky. The next season, Casey made the move to Western Kentucky, where he spent the next five seasons. Casey later returned to Kentucky in 1985 where he would take the role of an assistant coach and top recruiter.[6]

In late March 1988 while still serving as an assistant coach at Kentucky, Emery Worldwide employees discovered $1,000 in cash in an envelope that was accidentally opened. The envelope was addressed to Claud Mills, the father of recruit Chris Mills, and the sender was identified as Casey. The University of Kentucky said that the evidence collected during the investigation was inconclusive, and did not prove that Casey sent the money.[7][8] The scandal resulted in Casey's resignation, and Casey was then placed on probation for 5 years by the NCAA.[9] The NCAA later rescinded the penalty after it was shown that Casey wasn't involved in sending the package.[10] Casey also settled outside of court in a defamation suit against Emery Worldwide. The case was originally for $6.9 million.[11]

During the summers, Casey continued to work with the Japanese national team. In the summer of 1998 the team appeared in the FIBA World Championship basketball tournament, which would be the team's first appearance there in over 30 years.[5]

Casey left the Japanese Basketball League in 1994 after receiving an assistant coaching position for the Seattle SuperSonics. During his tenure in Seattle, the team won four division titles.

At the beginning of the 2005–06 NBA season, Casey landed his first job as head coach for the Minnesota Timberwolves, replacing Kevin McHale. Casey's overall record with the team was 53–69, and he was fired on January 23, 2007, after only a season and a half with the Timberwolves.[13] At the time of his firing, the Timberwolves were 20–20, he was replaced by assistant coach Randy Wittman, who went 12–30 for the rest of the season.[14]

In early June 2011, the Toronto Raptors decided not to pick up the option on Jay Triano's contract. Casey was named the new Raptors head coach on June 21 and would run through until the 2013–14 season.[16]

Casey's first two seasons with the Raptors involved little to no success. The team exceeded expectations in the first season and underachieved in the second. The team failed to make the playoffs both seasons. During his third season with the team, it managed to set a new team record for most wins in a season, an Atlantic Division Championship, and its first playoff appearance in six years.

On May 6, 2014, a day after being eliminated from the playoffs, Casey and the Raptors agreed to a three-year contract extension.[17]

On March 18, 2016, Casey became the first Raptors head coach to reach 200 wins with the franchise in a win over the Indiana Pacers with the score of 101–94[19] and twelve days later, in a 105–97 win over the Atlanta Hawks, he coached the Raptors to its first 50 win season in franchise history.[20]

On May 1, 2016, Casey coached the Raptors to their first Game 7 victory in franchise history with an 89–84 win over the Indiana Pacers in the first round of the 2016 NBA Playoffs and on May 15,he coached the Raptors to their first appearance in the Eastern Conference Finals in franchise history with a 116–89 victory over the Miami Heat in the second round of the playoffs where they fell to the eventual NBA champions Cleveland Cavaliers in six games.[21][22] On June 7, he agreed with the Raptors to a contract extension.[23]

On January 28, 2018, Casey became the first coach in Raptors' history to be selected for the NBA All-Star Game.[24] On February 11, 2018, He celebrated his 300th win as a coach for the Raptors.[25] Casey's Raptors set franchise records for wins and points in the regular season as they finished first in the Eastern Conference. In the playoffs, the Raptors defeated the Washington Wizards in six games and were then swept in four games by the Cleveland Cavaliers led by LeBron James.[26] On May 11, 2018, Casey was fired as the Raptors' head coach,[27] shortly after being named NBCA Coach of the Year.[28] He was named the NBA Coach of the Year at the 2018 NBA Awards.[29]

On June 11, 2018, Casey was named the head coach for the Detroit Pistons, agreeing to a five-year deal.[30][31] On November 14, 2018, Casey returned to Scotiabank Arena for the first time since being fired by the Toronto Raptors,[32] coaching the Pistons to a 106–104 win over his former team.[33]

Casey and his family have a home in Seattle, Washington. He and his wife Brenda have two children, a daughter and a son.[34] During the summers, Casey likes to travel to Japan to help with basketball camps and coaching clinics.[35]

Toronto Raptors

The Toronto Raptors are a Canadian professional basketball team based in Toronto, Ontario. The Raptors compete in the National Basketball Association (NBA), as a member club of the league's Eastern Conference Atlantic Division. The team was founded in 1995 as part of the NBA's expansion into Canada, along with the Vancouver Grizzlies. The Raptors have been the only Canadian-based team in the league since the Vancouver Grizzlies relocated from Vancouver, British Columbia to Memphis, Tennessee prior to the 2001–02 NBA season. The Raptors play their home games at the Scotiabank Arena.

Minnesota Timberwolves

The Minnesota Timberwolves are an American professional basketball team based in Minneapolis, Minnesota. The Timberwolves compete in the National Basketball Association (NBA) as a member club of the league's Western Conference Northwest Division. Founded in 1989, the team is owned by Glen Taylor who also owns the WNBA's Minnesota Lynx. The Timberwolves play their home games at Target Center, their home since 1990.

Chauncey Billups

Chauncey Ray Billups is an American retired professional basketball player who played 17 seasons in the National Basketball Association (NBA). A star at the University of Colorado, he was selected third overall in the 1997 NBA draft by the Boston Celtics. A five-time NBA All-Star and a three-time All-NBA selection, Billups played for the Celtics, Toronto Raptors, Denver Nuggets, Minnesota Timberwolves, Detroit Pistons, New York Knicks, and Los Angeles Clippers during his NBA career. He won the NBA Finals MVP in 2004 after helping the Pistons beat the Los Angeles Lakers in the Finals, and was given the nickname "Mr. Big Shot" for making late-game shots with Detroit. The Pistons retired his #1 jersey in 2016.

Tayshaun Prince

Tayshaun Durell Prince is an American professional basketball executive and former player. The 6 ft 9 in (2.06 m) small forward graduated from Dominguez High School before playing college basketball for the University of Kentucky. He was drafted 23rd overall by the Detroit Pistons in the 2002 NBA draft and went on to win a championship with the team in 2004.

Flip Saunders

Philip Daniel "Flip" Saunders was an American basketball player and coach. During his career, he coached the Minnesota Timberwolves, Detroit Pistons, and Washington Wizards.

Sam Mitchell (basketball)

Samuel E. Mitchell Jr. is a former professional basketball player. He was the interim head coach for the Minnesota Timberwolves of the National Basketball Association (NBA) for one season. He was also the head coach for the Toronto Raptors of the National Basketball Association (NBA) from 2004 to 2008. Mitchell has also done analyst work for TSN and NBA TV as well as radio work for WHAL in Columbus and WZGC-FM "92.9 The Game" in Atlanta. He also currently works as a talk show co-host/analyst on SiriusXM NBA Radio.

Darrick Martin

Darrick David Martin is an American basketball coach, most recently head coach for the Reno Bighorns of the NBA G League. He played basketball for more than a decade, shuttling between the Continental Basketball Association (CBA), where he won the 2003 CBA Playoffs MVP, and the NBA. In 2003, he even played for the Harlem Globetrotters. He then went on to play for the Los Angeles Lightning of the Independent Basketball Association (IBL). He was named the head coach of Reno in June 2016.

List of Toronto Raptors head coaches

The Toronto Raptors are a Canadian professional basketball team based in Toronto, Ontario. They play in the Atlantic Division of the Eastern Conference in the National Basketball Association (NBA). The Raptors are the only Canadian-based NBA team. The team joined the NBA in 1995 as an expansion team with the Vancouver Grizzlies. The Raptors first played their home games at the SkyDome, before moving to Scotiabank Arena in 1999, where they have played since. The Raptors are owned by Maple Leaf Sports & Entertainment and Bobby Webster is their general manager.

List of Minnesota Timberwolves head coaches

The Minnesota Timberwolves are an American professional basketball team based in Minneapolis, Minnesota. They play in the Northwest Division of the Western Conference in the National Basketball Association (NBA). There have been 10 head coaches for the Timberwolves.

Jakob Pöltl

Jakob Pöltl is an Austrian professional basketball player for the San Antonio Spurs of the National Basketball Association (NBA). He played college basketball for the Utah Utes. In his sophomore year, Pöltl was a consensus second-team All-American, and won the Kareem Abdul-Jabbar Award and Pete Newell Big Man Award as the top collegiate center and low-post player, respectively. After the season, he declared for the 2016 NBA draft, where the Toronto Raptors selected him in the first round with the ninth overall pick.

Raptors 905

The Raptors 905 are a Canadian professional basketball team in the NBA G League. The team is based in Mississauga, Ontario, and began play in the 2015–16 season. The club, which is the G League affiliate of the Toronto Raptors of the National Basketball Association, plays their home games at the Paramount Fine Foods Centre, replacing the Centre's former basketball tenant, the Mississauga Power of the National Basketball League of Canada. The team also plays occasional home games at the Scotiabank Arena, the home of their parent club. Raptors 905 were the eighth D-League team to be owned by an NBA team and the first to be based outside the United States.